4-(1-Pyrrolidinyl)piperidine → HCID 58016712, compound

HRID 1517089Notes

Reaction equation

HRID 1517089 reaction equation
[Cl:1][C:2]1[C:3]([C:19]([OH:21])=O)=[N:4][C:5]([Cl:18])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[CH:7]=1.COC(C1C(Cl)=CC(C2C=CC=C(C(F)(F)F)C=2)=C(Cl)N=1)=O.CC1C(C(O)=O)=NC=C(C2C=CC=C(C(F)(F)F)C=2)C=1.[N:64]1([CH:69]2[CH2:74][CH2:73][NH:72][CH2:71][CH2:70]2)[CH2:68][CH2:67][CH2:66][CH2:65]1>>[Cl:1][C:2]1[C:3]([C:19]([N:72]2[CH2:73][CH2:74][CH:69]([N:64]3[CH2:68][CH2:67][CH2:66][CH2:65]3)[CH2:70][CH2:71]2)=[O:21])=[N:4][C:5]([Cl:18])=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:17])[F:16])[CH:9]=2)[CH:7]=1

Participants

5

Reactant 4

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 574411243-Methyl-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acidHCID 57441139HCID 57441139, compound2×HCID 57441153HCID 57441153, compound

Product 1

HCID 58016712HCID 58016712, compound

Procedure

In analogy to the procedure described for the preparation of example 1, 3,6-dichloro-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid [prepared from 3,6-dichloro-5-(3-trifluoromethyl-phenyl)-pyridine-2-carboxylic acid methyl ester (intermediate 11) by saponification in analogy to the procedure described for intermediate 1B] was reacted with 4-pyrrolidin-1-yl-piperidine to give the title compound as light yellow amorphous solid. MS: 472.1 (MH+, 2Cl).

Sources & evidence

ORD record
ord-66742b900dae4a0385a51e1fe6921c34
Source dataset
uspto-grants-2012_07
Patent number
US08227613B2

Reaction notes

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